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Ashland flight + hotel packages

Prices and availability subject to change. Additional terms may apply.
Baymont by Wyndham Yreka

Baymont by Wyndham Yreka

2.5 out of 5
per person
Jun. 26 - Jul. 1
Roundtrip flight included
Winnipeg (YWG) to Medford (MFR)
Stay at this business-friendly hotel in Yreka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Siskiyou County Fairgrounds and Greenhorn Park are located nearby. Discover genuine guest reviews for Baymont by Wyndham Yreka along with the latest prices and availability – book now.
Econo Lodge Inn Suites Yreka

Econo Lodge Inn Suites Yreka

2 out of 5
per person
Jun. 26 - Jul. 1
Roundtrip flight included
Winnipeg (YWG) to Medford (MFR)
Stay at this business-friendly motel in Yreka. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Yreka City Hall and Siskiyou County Museum are located nearby. Discover genuine guest reviews for Econo Lodge Inn Suites Yreka along with the latest prices and availability – book now.
Motel 6 Yreka, CA

Motel 6 Yreka, CA

2 out of 5
per person
Jun. 26 - Jul. 1
Roundtrip flight included
Winnipeg (YWG) to Medford (MFR)
Stay at this motel in Yreka. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siskiyou County Fairgrounds and Greenhorn Park are located nearby. Discover genuine guest reviews for Motel 6 Yreka, CA along with the latest prices and availability – book now.
Super 8 by Wyndham Yreka

Super 8 by Wyndham Yreka

2 out of 5
per person
Jun. 12 - Jun. 16
Roundtrip flight included
Winnipeg (YWG) to Medford (MFR)
Stay at this business-friendly motel in Yreka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chinese Cemetery Memorial and Yreka Historic District are located nearby. Discover genuine guest reviews for Super 8 by Wyndham Yreka along with the latest prices and availability – book now.
Comfort Inn Yreka I-5

Comfort Inn Yreka I-5

2.5 out of 5
per person
Jun. 12 - Jun. 16
Roundtrip flight included
Winnipeg (YWG) to Medford (MFR)
Stay at this business-friendly hotel in Yreka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Siskiyou County Fairgrounds and Greenhorn Park are located nearby. Discover genuine guest reviews for Comfort Inn Yreka I-5 along with the latest prices and availability – book now.

Top Ashland hotels deals

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
per night
Apr. 29 - Apr. 30
Stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ashland Library and Oregon Cabaret Theatre are located nearby. Discover genuine guest reviews for Stratford Inn, in Siskiyou-Hargadine Historic District neighborhood, along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
per night
Apr. 29 - Apr. 30
Stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Weisinger Family Winery and ScienceWorks Hands-On Museum are located nearby. Discover genuine guest reviews for Ashland Hills Hotel & Suites along with the latest prices and availability – book now.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $225 per night
CA $225
per night
Apr. 28 - Apr. 29
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Cabaret Theatre and Allen Elizabethan Theatre are located nearby. Discover genuine guest reviews for Ashland Springs Hotel, in Historic Downtown District neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Spa
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $131 per night
CA $131
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby. Discover genuine guest reviews for Comfort Inn & Suites along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
per night
Apr. 28 - Apr. 29
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Tashi Choling Buddhist Center and Bull Gap Lower Trailhead are located nearby. Discover genuine guest reviews for Callahan's Mountain Lodge along with the latest prices and availability – book now.
Pet-friendly
Breakfast included
Lithia Springs Resort

Lithia Springs Resort

3 out of 5
2165 W Jackson Rd, Ashland, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $197 per night
CA $197
per night
May 2 - May 3
Stay at this 3-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby. Discover genuine guest reviews for Lithia Springs Resort along with the latest prices and availability – book now.
Hot tub
Pool
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Image for Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
Image for Mount Ashland Ski Area

Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.

Mount Ashland Ski Area
Image for Southern Oregon University

Southern Oregon University

Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's acclaimed theater scene and entertainment choices.

Southern Oregon University

Ashland Vacations

It's always handy to learn the basics about your destination before you rush off on your break. Put a mark next to Ashland on a map now and start getting excited for your adventure!

You'll discover this Medford neighborhood 12 miles (19 kilometers) southeast of the center of the city.

Travelers to Medford will be rubbing shoulders with roughly 75,000 locals.

Places to visit in Ashland

Great theater challenges how we think and asks us to aspire to bigger and better things. Attend a performance at Oregon Shakespeare Festival and expand your way of thinking. Want more nearby options? The intimacy and artistry of theater is difficult to deny. Book your ticket for a performance at Thomas Theatre to experience the magic for yourself! And that's not all there is. Great theater can challenge our expectations and asks us to aspire to more. Sit down for a show at Angus Bowmer Theatre and open your mind to another way of thinking.

Where do you fly into for Ashland?

If you're heading to Ashland, the nearest major terminal is Rogue Valley International Airport (MFR). It's about 14 miles (23 kilometers) northwest from the central area. Select an in-flight movie, sit back and relax and you'll be there in no time at all.

Frequently asked questions

How much are vacation packages to Ashland?
Your vacation dreams can become reality in Ashland for as little as CA $1,604. Our packages include flights and hotels, so you’ll find booking is a cinch. The only thing you’ll have to focus on is getting out there and having a great time.
Where can I get the best vacation package deals for Ashland?
There’s no need to look any further than Travelocity. With as many as 400 airlines and 665,000 properties worldwide, it’s a piece of cake to craft an Ashland package deal that appeals to your wanderlust.
Why should I purchase my Ashland vacation package with Travelocity?
Because we believe in creating unforgettable vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you’ll never roam alone. We also have a Price Match Guarantee, so you can lock in your vacation knowing you’ve landed the best deal around. If you find a lower price, we’ll match it!
Will I save money on my Ashland car rental if I book it with my hotel or flight?
Definitely. And our Ashland vacation packages are the perfect way to do it. In only a few clicks you can save money as well as time by bundling your bookings. Pick up the keys to your rental car and do your vacation your way. Searching for things to do? Add a few tours to your package and make savings on those too.
What is the best time of year to go to Ashland?
If you’re hoping to save your pennies, is an ideal month to explore Ashland, while is the costliest time of the year. is high season. If you’re looking to avoid the masses, tend to be quieter.
What is there to do in Ashland?
Oregon Shakespeare Festival and Southern Oregon University have captivated so many visitors. Tick these sights off your must-see list and see what the hype is about.
Where should I stay when visiting Ashland?
If you’re eager to stretch your budget, consider the Cedarwood Inn of Ashland (2.0 stars) and the Timbers Motel (2.0 stars). With all those extra dollars, linger a while longer in Ashland and make even more fantastic memories.
Can I go on vacation to Ashland at this time?
Don’t fly off to Ashland without up-to-date facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor will fill in the blanks. Our travel experts have pulled together all the info you need to make your vacation plans as relaxed as possible.